ChemicalBook--->CAS DataBase List--->936749-56-3

936749-56-3

936749-56-3 Structure

936749-56-3 Structure
IdentificationBack Directory
[Name]

Cyclo(his-pro) (TFA)
[CAS]

936749-56-3
[Synonyms]

Cyclo(his-pro) (TFA)
[Molecular Formula]

C13H15F3N4O4
[MOL File]

936749-56-3.mol
[Molecular Weight]

348.28
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C, protect from light, stored under nitrogen
[solubility ]

DMSO: 260 mg/mL (746.53 mM); Water: 125 mg/mL (358.91 mM; ultrasonic and adjust pH to 10 with NaOH)
[form ]

Solid
[color ]

White to off-white
[Sequence]

Cyclo(His-Pro)
Hazard InformationBack Directory
[Uses]

Cyclo(his-pro) TFA (Cyclo(histidyl-proline) TFA) is an orally active cyclic dipeptide structurally related to tyreotropin-releasing hormone[1]. Cyclo(his-pro) TFA could inhibit NF-κB nuclear accumulation. Cyclo(his-pro) TFA can cross the brain-blood-barrier and affect diverse inflammatory and stress responses[2].
[in vivo]

Cyclo(his-pro) TFA (Cyclo(histidyl-proline) TFA; 1.8 mg/ear; topical application on the right ear; 30 min prior to TPA) reduces TPA-induced ear oedema confirming that it can exert anti-inflammatory effect[2].
Cyclo(his-pro) TFA exerts in vivo anti-inflammatory effects in the central nervous system by down-regulating hepatic and cerebral TNFα expression thereby counteracting LPS-induced gliosis. Moreover, by up-regulating Bip, Cyclo(his-pro) increases the ER stress sensitivity andtriggers the unfolded protein response to alleviate the ER stress[3].

Animal Model:Sixty two/three month-old male C57BL/6 mice (25-30 g) [2]
Dosage:1.8 mg/ear
Administration:Topical application on the right ear; 30 min prior to TPA
Result:Reduced TPA-induced ear oedema.
[IC 50]

NF-κB; Human Endogenous Metabolite
[References]

[1] Grottelli S, et al. The Role of Cyclo(His-Pro) in Neurodegeneration. Int J Mol Sci. 2016 Aug 12;17(8). pii: E1332. DOI:10.3390/ijms17081332
[2] Minelli A, et al. Cyclo(His-Pro) exerts anti-inflammatory effects by modulating NF-κB and Nrf2 signalling. Int J Biochem Cell Biol. 2012 Mar;44(3):525-35. DOI:10.1016/j.biocel.2011.12.006
[3] Bellezza I, et al. Neuroinflammation and endoplasmic reticulum stress are coregulated by cyclo(His-Pro) to prevent LPS neurotoxicity. Int J Biochem Cell Biol. 2014 Jun;51:159-69. DOI:10.1016/j.biocel.2014.03.023
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